32 days in Italy Itinerary

Created using Inspirock Italy trip planner
Make it your trip
Fly
1
Milan
— 2 nights
Drive
2
Venice
— 4 nights
Fly
3
Ravello
— 4 nights
Drive
4
Naples
— 4 nights
Train
5
Florence
— 4 nights
Drive
6
Siena
— 4 nights
Drive
7
Assisi
— 2 nights
Drive
8
Rome
— 7 nights
Fly

S M T W T F S
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31
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Milan — 2 nights

Fashion Capital of World

On the 14th (Sun), explore the world behind art at Pinacoteca di Brera and then explore the historical opulence of Castello Sforzesco. On the 15th (Mon), you'll have a packed day of sightseeing: shop like a local with Galleria Vittorio Emanuele II, take in the spiritual surroundings of Duomo di Milano, then make a trip to Dialogo nel Buio, and finally explore the world behind art at Pinacoteca Ambrosiana.

To find traveler tips, more things to do, other places to visit, and more tourist information, you can read our Milan trip planning site.

Varanasi, India to Milan is an approximately 14.5-hour flight. You'll gain 4.5 hours traveling from Varanasi to Milan due to the time zone difference. Traveling from Varanasi in May, expect Milan to be much colder, temps between 26°C and 15°C. Wrap up your sightseeing on the 15th (Mon) early enough to drive to Venice.
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Museums · Historic Sites · Shopping
Find places to stay May 13 — 15:

Venice — 4 nights

City of Romance

Explore the numerous day-trip ideas around Venice: Scrovegni Chapel (in Padua) and Verona (Museo di Castelvecchio, Basilica di San Zeno Maggiore, &more). There's still lots to do: contemplate the waterfront views at Canal Grande, take in panoramic vistas at St Mark's Campanile, steep yourself in history at Ponte dei Sospiri, and admire the landmark architecture of Basilica di San Marco.

To find traveler tips, photos, maps, and other tourist information, use the Venice tour site.

Traveling by car from Milan to Venice takes 3 hours. Alternatively, you can take a train; or take a bus. In May, daytime highs in Venice are 26°C, while nighttime lows are 15°C. Wrap up your sightseeing on the 19th (Fri) to allow time to fly to Ravello.
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Historic Sites · Tours · Museums · Parks
Side Trips
Find places to stay May 15 — 19:

Ravello — 4 nights

Change things up with these side-trips from Ravello: Positano (MAR - Museo Archeologico Romano Positano, Fornillo, &more). And it doesn't end there: see the interesting displays at Museo della Carta, head outdoors with Amalfi Coast, contemplate the long history of Villa Cimbrone Gardens, and admire the striking features of Villa Rufolo.

To find maps, ratings, and tourist information, use the Ravello tour planner.

You can fly from Venice to Ravello in 3 hours. Alternatively, you can do a combination of train and taxi; or drive. Traveling from Venice in May, Ravello is a bit warmer at night with lows of 21°C. Finish your sightseeing early on the 23rd (Tue) to allow enough time to drive to Naples.
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Tours · Parks · Outdoors · Historic Sites
Side Trips
Find places to stay May 19 — 23:

Naples — 4 nights

Change things up with these side-trips from Naples: Food Tours (in Sorrento), Pompeii (Villa dei Misteri, Terme del Foro, &more) and Speed Boats Tours (in Salerno).

To see other places to visit, maps, where to stay, and tourist information, read Naples trip planning website.

Traveling by car from Ravello to Naples takes 1.5 hours. Alternatively, you can drive; or take a bus. Expect a bit cooler evenings in Naples when traveling from Ravello in May, with lows around 17°C. Finish up your sightseeing early on the 27th (Sat) so you can catch the train to Florence.
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Tours · Historic Sites · Transportation · Outdoors
Side Trips
Find places to stay May 23 — 27:

Florence — 4 nights

Birthplace of the Italian Renaissance

Change things up with a short trip to Leaning Tower of Pisa in Pisa (about 1h 35 min away). There's much more to do: admire the masterpieces at Florence Academy of Fine Arts, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, get to know the fascinating history of Piazza del Duomo, and don't miss a visit to Piazzale Michelangelo.

To see photos, where to stay, reviews, and other tourist information, read our Florence trip maker app.

You can take a train from Naples to Florence in 3 hours. Alternatively, you can do a combination of train and flight; or drive. Traveling from Naples in May, you can expect nighttime temperatures to be a bit cooler in Florence, with lows of 13°C. Finish up your sightseeing early on the 31st (Wed) so you can go by car to Siena.
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Historic Sites · Museums · Tours · Parks
Side Trip
Find places to stay May 27 — 31:

Siena — 4 nights

Cultural Heart of Tuscany

Explore Siena's surroundings by going to Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Fattoria Il Piano (in San Gimignano). There's much more to do: indulge your senses at some of the top wineries in the area, get a sense of history and politics at Palazzo Pubblico and Museo Civico, don't miss a visit to Piazza del Campo, and let your taste buds guide you at a local gastronomic tour.

To find ratings, maps, reviews, and more tourist information, use the Siena online tour planner.

You can drive from Florence to Siena in 1.5 hours. Other options are to drive; or take a bus; or take a train. In May, daily temperatures in Siena can reach 27°C, while at night they dip to 13°C. Finish your sightseeing early on the 4th (Sun) to allow enough time to drive to Assisi.
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Tours · Wineries · Historic Sites · Museums
Side Trips
Find places to stay May 31 — Jun 4:

Assisi — 2 nights

City of Peace

Kick off your visit on the 5th (Mon): examine the collection at Museo della Porziuncola, learn about winemaking at Azienda Agraria Saio, then take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then take in the architecture and atmosphere at San Damiano, and finally take in the spiritual surroundings of Eremo delle Carceri. Get ready for a full day of sightseeing on the next day: explore the world behind art at Studio Moretti Caselli, then pause for some serene contemplation at Cattedrale di San Rufino, then learn about winemaking at Tili Vini Societa Agricola, and finally explore the historical opulence of Rocca Maggiore.

For where to stay, traveler tips, ratings, and tourist information, use the Assisi tour planning app.

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can drive; or take a bus; or take a train. Expect a daytime high around 32°C in June, and nighttime lows around 18°C. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Rome.
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Historic Sites · Wineries · Museums
Side Trip
Find places to stay Jun 4 — 6:

Rome — 7 nights

Eternal City

Get out of town with these interesting Rome side-trips: Tivoli (Villa Adriana & Villa d'Este). The adventure continues: admire the landmark architecture of Pantheon, explore the ancient world of Palatine Hill, admire the local landmark of Trevi Fountain, and stop by Trastevere.

To see more things to do, where to stay, maps, and more tourist information, go to the Rome trip maker tool.

Getting from Assisi to Rome by car takes about 2.5 hours. Other options: take a train; or take a bus. In June in Rome, expect temperatures between 34°C during the day and 21°C at night. Finish your sightseeing early on the 13th (Tue) so you can fly back home.
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Historic Sites · Tours · Museums · Neighborhoods
Side Trips
Find places to stay Jun 6 — 13:

Italy travel guide

4.5
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
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